Most Helpful Guy
Being the starving college student I am and my girlfriend being a teacher, she didn't care if I was broke so long as we spent time together :3 I felt ashamed at first then she told me that she'd rather spend time with me and be completely broke then to have money and spend no time at all with one another x3
I don't think he's used to seeing you without having some money in his wallet and feel ashamed as you mentioned. Try encouraging and telling him that it's ok if he's broke as there are other things you two can do :D Does he like being around you a lot? :3
Most Helpful Girl
Yeah, they feel bad about it. Most men feel that they should work and earn money and therfore be able to provide for themselves and afford a comfortable life. A man's accomplishments are usually linked to his career/job and his assets. It's from generations of men telling other men that in order to be a valued and productive members of society, they need to work and be able to aquire the possessions they want.